Derivatives of acylsalicylic-acid compounds.



rarer on WlLI-IELM HIEM ENZ, OF ELBERFEL'D, GERMANY. ASSIGNOR TO SYNTHETIC PATENTS CO. INC., 02? NEW YURK, N. Y A CORPORATION OF NEW YORK.

DERIVATIVES O13 ACYLSALIGYLIC-ACID COMPOUNDS.

No Drawing.

To all whom it may concern Be it known that I, l'ViLHEm- HIEMENZ, doctor of technical arts, chemist, citizen of the German Empire, residing at Elberteld, Germany, have invented new and useful Improvements in New Derivatives of Acylsalicylic-Acid Compounds, of which .the following is a specification. I

I have found that the hitherto unknown a'cyl' derivatives of oxyacylsalicylic acid compounds can be obtained by replacing the hydrogen of the oxy group in the salicylic acid compound by the radical of an aliphatic hydroxyacid in which the hydrogen of the' hydroXy group is replaced by the radical of an aliphatic or aromatic carboXylic acid; The new products haying most probably the following general formula:

RO standing for the radical of a salicylic acid compound, such as R standing for a hydrocarbon radical, such as R standing-for an organic radial, such as The new products are colorless crystals being split up by saponification with boil- In order to. illustrate the nevv process more fully the following example is given,

Specification of Letters Patent.

Patented Dec. 22, 1914..

'zene solution is Washed with dilute sulfuric acid and dried over sodium sulfate. Subsequently the benzene is distilled oil? in cacao and the acetylglycollylsalicylic acid having most probably the formula:

COOH

l 1 '-o'-co-.cH 2--o--co-ci-1 v is crystallized. from benzene. Colorless crystals melting at 103C. Other of the above mentioned compounds are obtained in an analogous manner, 6. g. acetylglycollylmeta-cresotinic acid (melting point 108 C, acetylglycollyl para cresotinic acid (melting point 151 C.), acetylglycollylr chloro-salicylic acid (melting point 135 0.), acetylglycollyl iodo salicylic (melting point 1 (1), acetyllactyl-paracresotinic acid (melting point 128 (1.), cinnamoylglycollylsalicylic acid (melting point 135 0.), 'anisoylglycollylsalicylic acid (melting point 123 C.) etc.

claim v 1. The new acyl derivatives of oxyacylsalicylic acid compounds being colorless crystals, being split up by saponification With boiling alkalis, retaining in the form of their alkali metal and alkaline earth metal salts the valuable therapeutic properties of the free acids; having proved to be excellent antipyretics and antineuralgics, substantially as described.

'2. The new acetylglycollybsalicylic acid having most probably the formula:

coon

crystallizing from benzene in colorless crysacid.

In testimony whereof I have hereunto set my hand in the presence of two subscribing Witnesses.

WVILHELM HIEMENZ. [L. s.]

Witnesses:

HELEN NUFER, ALBERT NUFER. 

